Find hotels in Shady Side, MD from NT$2,444

Top reasons to visit Shady Side

• Scenic Chesapeake Bay: Enjoy stunning views and outdoor activities along the picturesque Chesapeake Bay.
• Family-Friendly Activities: Shady Side offers a variety of recreational areas perfect for family outings and adventures.
• Historic Attractions: Explore charming historic houses and local marinas that showcase the area's rich heritage.
• Vibrant Downtown Annapolis: A short drive away, experience the lively waterfront and historic sites of Annapolis.
• Cozy Accommodations: Choose from inviting bed & breakfasts and hotels catering to diverse traveler needs.

Find great hotels near Shady Side

Discover a range of inviting accommodations in Shady Side, Maryland, perfect for your vacation needs. From cozy bed & breakfasts to accommodating hotels, you'll find options that cater to business travelers and those seeking a pet-friendly or LGBTQIA-friendly experience. Whether you’re looking for shady side hotels or the best stays in the MD area, you’ll enjoy comfort and convenience during your visit to this charming coastal community.

• Country Inn & Suites by Radisson, Annapolis, MD: This welcoming 3-star hotel is perfect for travelers seeking a comfortable blend of leisure and business amenities. Located 16.1km from Shady Side, it stands out for its LGBTQIA-friendly environment and pet-friendly policies, making it an ideal choice for diverse vacationers. Guests appreciate the dedicated Dog Exercise Area and the flexibility of having pets onsite. With a cozy atmosphere and modern conveniences, this hotel ensures a home-away-from-home experience for both solo travelers and families alike.
• Comfort Inn Conference Center: Situated 20.9km from Shady Side, this hotel is tailored for families and business travelers. Comfort Inn Conference Center offers child-friendly amenities, including a secure Pool Gate to ensure safety while enjoying leisure time. The property's focus on family-friendly accommodations is complemented by spacious rooms and facilities designed to cater to both work and play. A convenient choice for those looking to balance business obligations with family fun, this hotel provides a comfortable and accommodating environment.
• Historic Inns of Annapolis: This charming 3.5-star hotel combines historic allure with modern adventure opportunities. Located 16.1km from Shady Side, the Historic Inns of Annapolis is set in a national historic building, offering guests a unique glimpse into the past. Perfect for pet owners and adventure-seekers, the hotel provides easy access to activities like hiking, sailing, and waterskiing nearby. With a pet-friendly policy and an emphasis on recreation, this accommodation promises an exciting and memorable stay for those looking to explore the rich history and natural beauty of the area.

Where to stay near Shady Side

Shady Side, Maryland, offers an ideal escape for families and nature lovers alike. Enjoy the serene atmosphere while exploring the scenic Chesapeake Bay and its nearby parks. Just a short drive away, vibrant downtown Annapolis awaits with its rich history and lively waterfront. Whether you seek quiet relaxation or family-friendly activities, Shady Side and its surroundings provide the perfect blend of adventure and tranquility for an unforgettable vacation.

• Annapolis: Located about 16.1km from Shady Side, Annapolis is a vibrant city known for its rich maritime history and charming downtown area. Visitors can enjoy a mix of family-friendly activities, shopping, and business experiences. The city is home to the United States Naval Academy, where you can explore educational exhibits and beautiful architecture. Annapolis also features an array of shops and dining options along the waterfront, making it a perfect spot for relaxation and exploration. Don't miss the scenic views from the local beaches and the bustling tourist precinct, especially during the peak summer months.
• Galesville: Just 3.2km from Shady Side, Galesville is a quaint town that offers a peaceful retreat for those seeking outdoor adventures and picturesque scenery. This charming city is popular for its romantic atmosphere and recreational areas ideal for leisurely strolls and picnics. Visitors can explore the local lake and urban parks that provide a serene backdrop for relaxation. Galesville's small-town vibe, particularly during the summer months, makes it an inviting destination for couples and families alike, with opportunities for shopping and enjoying nature.
• Churchton: Only 4.8km from Shady Side, Churchton is an idyllic spot for outdoor enthusiasts and nature lovers. This seasonal destination attracts visitors looking for scenic beauty and romantic experiences, particularly in the warmer months. The town features access to stunning lakes, a beautiful beach, and the nearby national state park, providing ample opportunities for hiking, exploring, and enjoying the great outdoors. Churchton’s boardwalk offers a charming setting for leisurely walks, making it a perfect place for a day trip or a peaceful getaway.

Things to do near Shady Side

Shady Side, Maryland, is perfect for outdoor family vacations, offering beautiful scenery and a range of activities. Visitors can explore recreational areas, enjoy educational experiences, and shop at local centers. Whether you're looking for adventure or relaxation, Shady Side has something for everyone to enjoy.

Shopping

If you're up for a drive, the Westfield Annapolis Mall, located 16.1km away, offers a variety of shopping and entertainment options. Closer to Shady Side, the Wild Bird Center (12.9km away) and Annapolis Harbor Center (14.5km away) provide delightful local shopping experiences.

Recreation

At Navy-Marine Corps Memorial Stadium, you can soak up the energetic atmosphere while enjoying various sports events. South River Golf Links offers a beautiful outdoor setting for golf enthusiasts. For a touch of luxury, Old South Country Club provides an exclusive experience with upscale amenities and serene surroundings.

Adventure

Experience thrilling fun at Chesapeake Beach Water Park, located 16.1km from Shady Side, where family-friendly attractions await. Enjoy outdoor adventures at Annapolis Sailing School, 14.5km away, offering exhilarating water sports. For scenic hikes, explore the B&A Trail, located 29.0km from Shady Side, surrounded by beautiful nature.

Nightlife

Experience a vibrant nightlife in Shady Side with a trip to The Colonial Players for a captivating theater performance, or enjoy family-friendly fun at Annapolis Bowl and Crofton Bowl, both offering exciting arcade adventures just a short drive away.

Booking tips and Expedia advantages for Shady Side

To save money on your trip to Shady Side, consider visiting between December and February when hotel prices are lower, especially on Mondays. Avoid Saturdays for the best rates. Use Expedia to find budget-friendly accommodations by filtering for eco-certified hotels and package deals that combine flights and activities. Public transportation can also help you save, as it's often more economical than renting a car. Look for free local activities to enjoy without spending much. With careful planning, you can have a wonderful vacation while keeping costs down.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Shady Side are December to February, where the prices are slightly lower. This is in comparison to May to July, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Shady Side is Monday. The most expensive day to stay in Shady Side is Saturday.
• Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your results by price, starting with the most affordable options. Additionally, you can refine your search by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly hotels that are available for booking.
• Consider bundling your trip: You can save money by combining your hotel stay in Shady Side with your flights and activities through an Expedia package deal.

Find the best attractions in and around Shady Side

Shady Side, Maryland, is perfect for outdoor and family vacations, offering beautiful scenery and a range of attractions. Visitors can explore marinas, historic houses, and urban parks that cater to those seeking cultural experiences and outdoor adventures. The area’s charm and variety make it an ideal destination for travelers looking to enjoy a blend of relaxation and exploration.

• U.S. Naval Academy: Located 16.1km from Shady Side, the U.S. Naval Academy boasts stunning architecture and rich history. Visitors can explore the beautiful campus, including the iconic Chapel and the Museum, which showcases naval artifacts and honors the service of midshipmen.
• Shadyside Park: Situated within Shady Side, this urban park offers a perfect spot for families and outdoor enthusiasts. With walking trails, picnic areas, and playgrounds, it provides a relaxing environment to enjoy nature and community events.
• Galesville Heritage Museum: Just 3.2km away, this history museum highlights the cultural heritage of Galesville. Visitors can discover local artifacts and learn about the area's maritime history, making it a must-see for history buffs.

Best time to go to Shady Side

The best time to visit Shady Side is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	35.8°F (2.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	38.1°F (3.4°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	45.0°F (7.2°C)	Light Rain	Mostly Sunny	Average	Average
April	55.0°F (12.8°C)	Light Rain	Mostly Sunny	Average	Average
May	64.2°F (17.9°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
June	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	78.3°F (25.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	76.6°F (24.8°C)	Light Rain	Mostly Sunny	Average	Average
September	70.7°F (21.5°C)	Light Rain	Mostly Sunny	Average	Average
October	60.4°F (15.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	48.7°F (9.3°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	41.5°F (5.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

The nearest major airports for your trip to Shady Side

For your visit to Shady Side, Maryland, the major airports to consider are Ronald Reagan Washington National Airport (DCA), located 45.1km away, and Baltimore Washington International Thurgood Marshall Airport (BWI), situated 40.2km away. Near DCA, you can find luxurious hotels like Salamander Washington DC and Riggs Washington DC, both just a few miles from the airport. BWI offers excellent accommodations such as Sagamore Pendry Baltimore and Four Seasons Hotel Baltimore, about 12.9km from the airport. For a longer journey, Washington Dulles International Airport (IAD) is 82.1km away, with nearby hotels including Hyatt Regency Dulles and Hilton Washington Dulles Airport.